Chloroacetaldehyde → HCID 21412807, compound

HRID 1658962Notes

Reaction equation

HRID 1658962 reaction equation
[CH3:1][C:2]1[CH:8]=[CH:7][C:6]([Cl:9])=[CH:5][C:3]=1[NH2:4].Cl[CH2:11][CH:12]=[O:13].C(=O)([O-])[O-].[Na+].[Na+]>>[CH3:1][C:2]1[CH:8]=[CH:7][C:6]([Cl:9])=[CH:5][C:3]=1[NH:4][CH2:11][CH:12]=[O:13]

Participants

4

Reactant 3

HCID 33ChloroacetaldehydeHCID 72605-Chloro-2-methylanilineHCID 10340Sodium Carbonate

Product 1

HCID 21412807HCID 21412807, compound

Conditions

Temperature
150 °C

Procedure

2-Methyl-5-chloroaniline (0.3 mole), the dimethyl acetal of 2-chloroacetaldehyde (0.3 mole) and sodium carbonate (20 grams) are charged into a glass reaction vessel equipped with a mechanical stirrer, thermometer and reflux condenser. The reaction mixture is heated at about 150°C for a period of about 8 hours. After this time the mixture is filtered and the filtrate is distilled to yield the desired product the dimethyl acetal of 2-(2-methyl-5-chloroanilino)acetaldehyde.

Workup

  1. customequipped with a mechanical stirrer
  2. temperaturethermometer and reflux condenser
  3. filtrationAfter this time the mixture is filtered
  4. distillationthe filtrate is distilled

Sources & evidence

ORD record
ord-a3713400f1d946df888fc7fa4cf2f468
Source dataset
uspto-grants-1976_06
Patent number
US03966811

Reaction notes

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